2-[(3aR,7aS)-4,6-dimethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-2-yl]-3-phenylpropanoic acid

• ChemBase ID: 186387
• Molecular Formular: C19H21NO4
• Molecular Mass: 327.37434
• Monoisotopic Mass: 327.14705816
• SMILES: N1(C(=O)[C@@H]2[C@H](C1=O)C(C=C(C2)C)C)C(C(=O)O)Cc1ccccc1
• Canonical SMILES: CC1=CC(C)[C@@H]2[C@H](C1)C(=O)N(C2=O)C(C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C19H21NO4/c1-11-8-12(2)16-14(9-11)17(21)20(18(16)22)15(19(23)24)10-13-6-4-3-5-7-13/h3-8,12,14-16H,9-10H2,1-2H3,(H,23,24)/t12?,14-,15?,16+/m0/s1
• InChIKey: ROFIOFAMWLWFLJ-OMFOHFGMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3aR,7aS)-4,6-dimethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-2-yl]-3-phenylpropanoic acid
• IUPAC Traditional name: 2-[(3aR,7aS)-4,6-dimethyl-1,3-dioxo-3a,4,7,7a-tetrahydroisoindol-2-yl]-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164242297
• PubChem CID: 16396568

CALCULATED PROPERTIES

• Acid pKa: 3.959624
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0648385
• LogD (pH = 7.4): -0.5686476
• Log P: 2.613121
• Molar Refractivity: 88.8716 cm^3
• Polarizability: 34.376873 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds